I'd probably try to think of it this way...

She has things in her life that make you feel lesser than her - but for all you know, she may have feelings of anxiety & inferiority. What you see as apparent successes, she may actually see as disappointments. She may feel that she doesn't measure up in ways you have no idea about. Everybody presents something of a facade to the outside world & it's only when you get close to people that you start to see what their perspectives may really be like. Sometimes you find that they're unexpectedly close to your own.

I do understand how you feel, though - I've been (and still go) there, too. On the other hand, good dentists are worth their weight in gold & having a paid-up home is something to be feel good about in this economic climate.